3-[(Dipropylamino)carbonyl]-5-Ethylbenzoic Acid → N1-{(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-[(3-methoxybenzyl)amino]propyl}-N5,N5-dipropylpentanediamide

HRID 1783203Notes

Reaction equation

HRID 1783203 reaction equation
FC(F)(F)C(O)=O.[NH2:8][C@@H:9]([CH2:23][C:24]1[CH:29]=[C:28]([F:30])[CH:27]=[C:26]([F:31])[CH:25]=1)[C@H:10]([OH:22])[CH2:11][NH:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=1.[CH2:32]([N:35]([CH2:49][CH2:50][CH3:51])[C:36]([C:38]1[CH:39]=[C:40](C=C(CC)C=1)[C:41](O)=[O:42])=[O:37])[CH2:33][CH3:34]>>[F:31][C:26]1[CH:25]=[C:24]([CH:29]=[C:28]([F:30])[CH:27]=1)[CH2:23][C@H:9]([NH:8][C:41](=[O:42])[CH2:40][CH2:39][CH2:38][C:36]([N:35]([CH2:32][CH2:33][CH3:34])[CH2:49][CH2:50][CH3:51])=[O:37])[C@H:10]([OH:22])[CH2:11][NH:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=1

Participants

3

Reactant 2

HCID 225936423-[(Dipropylamino)carbonyl]-5-Ethylbenzoic AcidHCID 69869154(2R,3S)-3-amino-4-(3,5-difluorophenyl)-1-[(3-methoxybenzyl)amino]-2-butanol Trifluoroacetate

Product 1

HCID 68607391N1-{(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-[(3-methoxybenzyl)amino]propyl}-N5,N5-dipropylpentanediamide

Procedure

Following the general procedure of EXAMPLEs 6 and making non-critical variations and using (2R,3S)-3-amino-4-(3,5-difluorophenyl)-1-[(3-methoxybenzyl)amino]-2-butanol (VIII, EXAMPLE 5) with 5-(dipropylamino)-5-oxopentanoic acid (IX), the title compound is obtained, MH+=534.2.

Sources & evidence

ORD record
ord-58c617337dde4983b00cc67a19472259
Source dataset
uspto-grants-2009_03
Patent number
US07498436B2

Reaction notes

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